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The married couple just rang in the new year in Aspen with Kendall, her younger sister, Kylie Jenner, Kylie's daughter Stormi Webster, and their friend, Stassie Karanikolaou

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It was a time when men experimented with both ends of the style spectrumfrom the minimalism of Calvin Kleins white shirt campaigns to the extravagance of hip-hop style icons like LL Cool J and Tupac Shakur

But capturing the media's attention didn't come easy to the Bedazzled actor, because on that very eve of the Four Weddings and a Funeral premiere, she actually struggled to get any designer to loan her a dress